(4-methylphenyl)methylene dihydroperoxide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4-methylphenyl)methylene dihydroperoxide
• 英文别名: 1-(dihydroperoxymethyl)-4-methylbenzene；(4-methylphenyl)methylene-1,1-dihydroperoxide
• 化学式: C₈H₁₀O₄
• 分子量: 170.165
• InChiKey: NIQHEYLSPPTQJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4-methylphenyl)methylene dihydroperoxide 、 4-异丙基苯甲醛 在 tetrafluoroboric acid diethyl ether 作用下， 以 乙腈 为溶剂， 生成 3-(4-isopropyl-phenyl)-6-p-tolyl-[1,2,4,5]tetraoxane
  参考文献：
  名称：

  Iodine-catalyzed one-pot synthesis and antimalarial activity evaluation of symmetrically and asymmetrically substituted 3,6-diphenyl[1,2,4,5]tetraoxanes

  摘要：

  A novel iodine-catalyzed one-pot synthesis of symmetrically and asymmetrically substituted 3,6-diphenyl[1,2,4,5] tetraoxanes is described. The synthetic protocol is general with substituted benzaldehydes and proceeds well under acidic conditions. Total 17 tetraoxanes have been prepared during this study and some of these compounds exhibit promising antimalarial activity. None of the compounds shows any toxicity against vero cells. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.103
• 作为产物：
  描述：

  对甲基苯甲醛 在 双氧水 作用下， 以 水 、 乙腈 为溶剂， 反应 8.0h， 以62%的产率得到(4-methylphenyl)methylene dihydroperoxide
  参考文献：
  名称：

  三氟甲磺酸功能化二氧化硅涂布的磁性纳米粒子作为一磁性可分离催化剂合成宝石-Dihydroperoxides

  摘要：

  三氟甲磺酸官能化的二氧化硅涂覆的磁性纳米颗粒[γ-的Fe 2 ö 3 @SiO 2 -TfOH]被容易地制备和鉴定为醛或酮为它们相应的转化的催化剂effictive宝石-dihydroperoxides用30％过氧化氢水溶液。通过磁倾析容易地分离催化剂，并且回收的催化剂在没有明显损失催化活性的情况下重复使用七个循环。

  DOI：

  10.1002/adsc.201100561

文献信息

• Sulfamic acid: as a green and reusable homogeneous catalyst for peroxidation of ketones and aldehydes using aqueous 30 % H2O2
  作者：Kaveh Khosravi、Fariba Pirbodaghi、Samira Kazemi、Atefe Asgari

  DOI：10.1007/s13738-015-0598-8

  日期：2015.8

  Sulfamic acid has been used as an active, low-cost and reusable solid catalyst for conversion of ketones and aldehydes to corresponding gem-dihydroperoxides using 30 % aqueous hydrogen peroxide at room temperature. The reactions proceed with high rates and excellent yields.

  氨基磺酸已被用作一种活性，低成本且可重复使用的固体催化剂，用于在室温下使用30％过氧化氢水溶液将酮和醛转化为相应的gem- dihydroperoxides。反应以高速率和优异的产率进行。
• Heteropoly acid/NaY zeolite as a reusable solid catalyst for highly efficient synthesis of gem-dihydroperoxides and 1,2,4,5-tetraoxanes
  作者：Kaveh Khosravi、Mojgan Zendehdel、Shirin Naserifar、Fatemeh Tavakoli、Kobra Khalaji、Atefeh Asgari

  DOI：10.3184/174751916x14792244600532

  日期：2016.12

  gem-Dihydroperoxides and 1,2,4,5-tetraoxanes were synthesised from aldehydes and ketones catalysed by heteropoly acid/NaY zeolite (HPA/NaY) as a new, effective and reusable solid catalyst using 30% aqueous hydrogen peroxide at room temperature. The reactions proceeded with high rates and excellent yields.

  在室温下，使用 30% 过氧化氢水溶液，在杂多酸/NaY 沸石 (HPA/NaY) 的催化下，合成了 gem-二氢过氧化物和 1,2,4,5-四恶烷，作为一种新型、有效且可重复使用的固体催化剂。反应以高速率和优异的产率进行。
• Stannous Chloride Dihydrate: A Novel and Efficient Catalyst for the Synthesis of gem-Dihydroperoxides from Ketones and Aldehydes
  作者：Davood Azarifar、Kaveh Khosravi、Fatemeh Soleimanei

  DOI：10.1055/s-0029-1217394

  日期：2009.8

  hydroperoxidation on treatment with aqueous hydrogen peroxide (30%) in the presence of 10 mol% stannous chloride dihydrate in acetonitrile under very mild conditions to afford the corresponding gem-dihydroperoxides in satisfactory yields. ketones - aldehydes - gem-dihydroperoxides - aqueous hydrogen peroxide - stannous chloride

  在非常温和的条件下，在乙腈中存在10 mol％氯化亚锡二水合物的条件下，用过氧化氢水溶液（30％）处理时，酮和醛容易进行加氢过氧化反应，从而以令人满意的收率得到相应的宝石-二氢过氧化物。 酮-醛-宝石-过氧化氢-含水过氧化氢-氯化亚锡
• Zinc Chloride Anhydrous as New and Effective Catalyst for Conversion of Ketones and Aldehydes to Corresponding Gem-dihydroperoxides
  作者：Kaveh Khosravi、Samira Kazemi

  DOI：10.1002/jccs.201100605

  日期：2012.5

  Zinc chloride anhydrous has been used as an efficient and new catalyst for conversion of ketones and aldehydes to corresponding gem‐dihydroperoxides by aqueous hydrogen peroxide (30%) in room temperature with excellent yields and notable reaction times.

  无水氯化锌已被用作一种高效的新型催化剂，用于在室温下通过过氧化氢水溶液（30％）将酮和醛转化为相应的双氢过氧化宝石（ Ge-dihydroperoxides），并具有优异的收率和显着的反应时间。
• Mild and Efficient Strontium Chloride Hexahydrate-Catalyzed Conversion of Ketones and Aldehydes into Corresponding gem- Dihydroperoxides by Aqueous H2O2
  作者：Davood Azarifar、Kaveh Khosravi、Fatemeh Soleimanei

  DOI：10.3390/molecules15031433

  日期：——

  SrCl2·6H2O has been shown to act as an efficient catalyst for the conversion of aldehydes or ketones into the corresponding gem-dihydroperoxides (DHPs) by treatment with aqueous H2O2 (30%) in acetonitrile. The reactions proceed under mild and neutral conditions at room temperature to afford good to excellent yields of product.

  SrCl2·6H2O 已被证明是一种有效的催化剂，通过用乙腈中的 H2O2 (30%) 水溶液处理，将醛或酮转化为相应的双氢过氧化物 (DHP)。反应在温和和中性条件下在室温下进行，以提供良好至极好的产物收率。